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- W2009915572 endingPage "4475" @default.
- W2009915572 startingPage "4464" @default.
- W2009915572 abstract "The asymmetric total synthesis of martinellic acid, the first pyrrolo[3,2-c]quinoline alkaloid found in nature, is described. Three key steps in our synthesis of (−)-martinellic acid are the Bu3SnH-promoted radical addition−cyclization−elimination (RACE) reaction of an oxime ether with an α,β-unsaturated ester to generate the pyrrolo[3,2-c]quinoline core, a chemoselective lactam carbonyl reduction, and guanidinylation under Mitsunobu reaction conditions. The key radical cyclization has also been investigated by using SmI2. (−)-Martinellic acid was synthesized from commercially available methyl 4-bromo-3-methylbenzoate in fewer steps than previous syntheses and in an improved overall yield." @default.
- W2009915572 created "2016-06-24" @default.
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- W2009915572 date "2008-05-13" @default.
- W2009915572 modified "2023-10-03" @default.
- W2009915572 title "Total Synthesis of (−)-Martinellic Acid via Radical Addition−Cyclization−Elimination Reaction" @default.
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- W2009915572 doi "https://doi.org/10.1021/jo800560p" @default.
- W2009915572 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/18473441" @default.
- W2009915572 hasPublicationYear "2008" @default.
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